Litchfield County CT Homes for Sale

• 

  

  

  /5

  $419,000

  $106K PRICE DROP

  • Land
  • 26.72 Acres
  • $15,683 per Acre

  39 Swaller Hill Rd Unit 1, Sharon, CT 06069

  LOT 1 - 26.72 ACRES - $419,000 The Build-Ready Opportunity Nestled on scenic Swaller Hill Road, this exceptional 26.72-acre parcel offers mountain views, privacy, and valuable infrastructure already in place. The property has been cleared to showcase potential homesites, with underground utility conduit installed and an established utility easement, reducing future development uncertainty. A rare

  David Bain Bain Real Estate

  39 Swaller Hill Rd Unit 1, Sharon, CT 06069
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  /33

  $549,900

  $82K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  4 Bayview Cir, Watertown, CT 06795

  Welcome Home to this charming Bayview Circle, 3 Bedroom, 2 Bathrooms Ranch, Nestled in one of Watertown's most desirable neighborhoods. Renovated property boasts a fresh coat of paint inside and out, New kitchen with open island that seamlessly connects to the dining room, living room and family room. New granite counter tops and tile backsplash, complemented by New Stainless-Steel appliances,

  Joe Moreira Clearview Realty LLC

  4 Bayview Cir, Watertown, CT 06795
• 

  

  

  /40

  $499,900

  Open Sat 1PM - 4PM

  • 5 Beds
  • 2.5 Baths
  • 2,597 Sq Ft

  28 Old Mill Rd, New Milford, CT 06776

  Antique Colonial on 11+ Acres of Riverfront - Northville, New Milford. Set on over 11 acres of waterfront along the East Aspetuck River, this antique Colonial sits in the quiet, secluded Northville section of New Milford, just minutes from New Preston. A sparsely travelled, scenic unpaved country road leads you to the solitude you've been seeking - a project well worth your while. This 5-bedroom,

  Todd Sargent Coldwell Banker Realty

  28 Old Mill Rd, New Milford, CT 06776
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  /31

  $749,900

  • 3 Beds
  • 3 Baths
  • 1,838 Sq Ft

  31 Mountain Rd, Woodbury, CT 06798

  Charming and full of character, this beautifully maintained three-bedroom Cape offers the perfect blend of comfort, warmth, and convenience in the heart of Woodbury. Set on a picturesque property with mature perennial gardens and a fenced-in yard, the home feels peaceful and private while being just a two-minute walk from downtown shops, restaurants, the library, schools, community center, and

  Joyce Drakeley Drakeley Real Estate, Inc.

  31 Mountain Rd, Woodbury, CT 06798
• 

  

  

  /28

  $399,500

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  603 Sunnyside Ave, Oakville, CT 06779

  Move-In Ready! Welcome home to this beautifully renovated 3-bedroom, 1.5-bath Ranch offering convenient one-level living. Built in 1952, this turnkey home has been thoughtfully updated with new flooring, fresh interior paint, remodeled bathrooms, a stunning new kitchen featuring quartz countertops, new cabinetry, and stainless steel appliances. The spacious primary bedroom measures approximately

  Steven Koleno Beycome of Connecticut

  603 Sunnyside Ave, Oakville, CT 06779
• 

  

  /14

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft

  720 Main St, Winsted, CT 06098

  Where Opportunity Meets Lifestyle! Unlock the potential of this exceptional mixed-use property located in the heart of downtown Winsted. Positioned on a bustling Main Street with excellent exposure and constant pedestrian traffic, this property is an outstanding opportunity for entrepreneurs, investors, or anyone looking to combine business ownership with residential living. The street-level

  Arlene Gonzalez The Gonzalez Property Group

  720 Main St, Winsted, CT 06098
• 

  

  /10

  $115,000

  • Land
  • 3.67 Acres
  • $31,335 per Acre

  208 South Rd, New Hartford, CT 06057

  Your private oasis awaits! This 3.67-acre residential lot with direct access to South Rd is where privacy meets natural beauty in New Hartford. The lightly wooded parcel offers the perfect foundation for a custom home complete with enchanting natural features that include a babbling brook and a stone wall. Please note: There is a 150-foot right-of-way in favor of the Hartford Electric Company.

  Nichole Morrell KW Legacy Partners

  208 South Rd, New Hartford, CT 06057
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  /32

  $389,900

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  53 Broadview Heights, Thomaston, CT 06787

  You will be surprised at the amount of room in this ranch bungalow- this 3/4 bedroom home boasts 2 baths, gleaming hardwood floors and freshly painted interior - - many possibilities exist with the home sitting on .83 acres with large road frontage (possible sub-divide)a two story barn also exists on the property - ideal for private contractor-basement area finished with a full bath and room for

  Annette Marino Berkshire Hathaway NE Prop.

  53 Broadview Heights, Thomaston, CT 06787
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  /26

  $1,725,000

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  461 Wells Hill Rd, Lakeville, CT 06039

  Timeless New England Charm on Coveted Wells Hill Road Dating to circa 1850, this beautifully preserved country home is a quintessential Lakeville retreat, blending historic character with the relaxed elegance of Litchfield County living. Set on two open, level acres and bordered by protected land, the property enjoys exceptional privacy, pastoral views, and a peaceful sense of permanence. Inside,

  John Panzer Elyse Harney Real Estate

  461 Wells Hill Rd, Lakeville, CT 06039
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  /40

  $729,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,976 Sq Ft

  28 Rock Cut Rd, Bridgewater, CT 06752

  Escape to the beauty of Bridgewater Connecticut! This completely renovated home on 2+ acres will WOW and equally welcome you. A stunning home from one room to the next with open space and perfect updates. The kitchen-a true show stopper. The abundant soft close cabinetry, stainless steel appliances, the granite countertop and island create a great entertaining space framed perfectly with rich

  Mary Ellen Barnett William Pitt Sotheby's Int'l

  28 Rock Cut Rd, Bridgewater, CT 06752
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  /4

  $165,000

  • Land
  • 2 Acres
  • $82,500 per Acre

  425 Colebrook River Rd, Colebrook, CT 06021

  1.8 Acres of Commercial real estate for sale. Hard to find private spot surrounded by state forest. Located by state forest. Located in the general business zone, many options are available such as manufacturing and contractor business. Potential 75' by 100 foot building, with parking lot, three phase power, communications, septic and well. Some excavation site work and permits are included in

  Margaret Alexson Elyse Harney Real Estate

  425 Colebrook River Rd, Colebrook, CT 06021
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  /15

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  110 Brushy Hill Rd, Woodbury, CT 06798

  Experience the charm of this classic Cape Cod style property, featuring 3 bedrooms and 2 cozy fireplaces that invite warm gatherings on 1 acre of land perfect for outdoor enjoyment. This country eclectic home blends timeless architecture with modern comfort, offering a serene retreat that captures the essence of country living. Whether you're relaxing by the fire or exploring the great outdoors,

  Jacqueline Voegeli Manzi Real Estate

  110 Brushy Hill Rd, Woodbury, CT 06798
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  /26

  $1,250,000

  • Land
  • 33.73 Acres
  • $37,059 per Acre

  44 Keeler Rd, Sharon, CT 06069

  NO NEED TO WAIT FOR TOWN APPROVALS! Design development plans with project entitlements in place for a spectacular, modern, 5-bedroom, 5,400 sq. ft. two-level home-featuring an indoor pool, sauna, multiple attic areas and attached garage are paired with this expansive 33.73-acre parcel in Sharon's desirable West Woods section. Nestled amidst tranquil nature, this remarkable property offers an

  Katherine Bennett William Pitt Sotheby's Int'l

  44 Keeler Rd, Sharon, CT 06069
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  /12

  $289,900

  • Land
  • 12.97 Acres
  • $22,352 per Acre

  108 Burgess Rd, Morris, CT 06763

  Create your own Litchfield County retreat on nearly 13 acres in the desirable Lakeside section of Morris. Former farmland, this scenic property has been thoughtfully improved while preserving its peaceful country character. Approximately four acres of open pasture offer an inviting setting for a custom home, with room for gardens, a pool, outdoor recreation, hobby farming or additional

  Danielle Raguzin RE/Max Experience, LLC

  108 Burgess Rd, Morris, CT 06763
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  /22

  $215,000

  • Land
  • 1.01 Acres
  • $212,871 per Acre

  0 Ashley Dr, Goshen, CT 06756

  One of the last lots on Woodridge Lake and one of the last lots on Ashley Drive. Full survey with topo and wetlands located. It's ready for your dream home.

  Ted Murphy E.J. Murphy Realty

  0 Ashley Dr, Goshen, CT 06756
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  /25

  $495,000

  • 4 Beds
  • 4 Baths
  • 1,680 Sq Ft

  39 Hospital Hill Rd, Sharon, CT 06069

  Exceptional Turnkey Investment Opportunity in Sharon, CT! Currently generating $3,700/month in immediate, documented income with active tenancies in place, this well-maintained side-by-side duplex is a rare, high-yielding Litchfield County asset. Each side features a nice 2-bedroom, 1.5-bathroom layout highlighting updated kitchens featuring stainless steel appliances, tile backsplashes, rich

  Tanner Sneed Elyse Harney Real Estate

  39 Hospital Hill Rd, Sharon, CT 06069
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  /2

  $69,000

  • Land
  • 20,037 Sq Ft
  • $150,000 per Acre

  11 Southeast Trail, New Milford, CT 06776

  Vacate wooded lot.

  Daniele Amelia Global Realty

  11 Southeast Trail, New Milford, CT 06776
• 

  

  /19

  $595,000

  $65K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,480 Sq Ft

  13 Prospect St, Canaan, CT 06018

  This jewel box is small but mighty! Set on a lovely side street, this 1870 home has recently undergone a down-to-the-studs renovation. Every wall was opened up, allowing for all-new plumbing, electrical, insulation, and roofing. The interior was reimagined to create dramatic yet inviting spaces, like the entertaining kitchen featuring a waterfall-edge marble island, induction range with pot

  Mimi Harson William Pitt Sotheby's Int'l

  13 Prospect St, Canaan, CT 06018
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  /4

  $275,000

  $75K PRICE DROP

  • Land
  • 12.18 Acres
  • $22,578 per Acre

  17 Old Homestead Ln, Kent, CT 06757

  Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and

  Jaime Richichi William Pitt Sotheby's Int'l

  17 Old Homestead Ln, Kent, CT 06757
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  /29

  $269,900

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 702 Sq Ft

  147 E Wakefield Blvd, Winsted, CT 06098

  Come enjoy Highland Lake living just in time for Summer. Relax in this one level living, cozy cottage home with views of the lake from your deck and just a short distance to Resha beach. Enter through a large mudroom to your open living room with large window to let in natural light, updated kitchen, 2 bedrooms, 1 full bath, main level laundry, front and rear deck, large yard & shed. New flooring

  Mary Mary LeBlanc Realty

  147 E Wakefield Blvd, Winsted, CT 06098
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  /40

  $659,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  350 South St, Litchfield, CT 06759

  Final touches of a gorgeous renovation complete this 3 bedroom and 2 1/2 bath Colonial in Litchfield, less than 1 mile to The Green. This 1914 home with a wide open floorplan and lots of natural light is loaded with character, and ready for it's new owner to move right in. The process started with stripping the walls to the studs, new wiring & plumbing, new warm air & central AC, new kitchen with

  DONNA MEMBRINO William Pitt Sotheby's Int'l

  350 South St, Litchfield, CT 06759
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  /40

  $299,900

  $25K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 3,880 Sq Ft

  373 Main St, New Hartford, CT 06057

  6 bedroom 3.5 bathroom brick greek revival colonial next to town green w/4 bay detached garage & a 2 story brick carriage/barn house that has had recent masonry repairs. Fenced in yard, large back covered porch-master br suite w/walkin & full bath. Separate entranced apartment with kitchen,bath,lr/dr & 2 bedrooms this property will make a wonderful home or investment. All buyers and agents will

  Brandon Riley eXp Realty

  373 Main St, New Hartford, CT 06057
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  /9

  $135,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  79 Belair Dr Unit 79, New Milford, CT 06776

  Affordable one bedroom condo in Bel Air complex. Plenty of parking. Laundry on site. Pet friendly! Sold "as-is"

  George Mclean William Raveis Real Estate

  79 Belair Dr Unit 79, New Milford, CT 06776
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  /35

  $1,895,000

  $105K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,198 Sq Ft

  18 Ranney Hill Rd, Roxbury, CT 06783

  Perfect Country Home! Located close to town on a quiet country road. Built is 2018, the new owners have done extensive Landscaping. A privacy fence was installed on the front of the property with evergreens planted on both sides of the fence . There is a small apple orchard planted on the property. Extensive stonework and plantings have been done around the house and an in ground pool with pebble

  Sharon McGuire William Pitt Sotheby's Int'l

  18 Ranney Hill Rd, Roxbury, CT 06783
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  /8

  $375,000

  • Land
  • 8.56 Acres
  • $43,808 per Acre

  22 Old Paddock Ln, South Kent, CT 06785

  Wonderful opportunity to build your dream home in the Litchfield Hills. Privately situated 8.5 acre parcel at the end of a quiet country road, with a roughed-in driveway leading to a partially cleared house site surrounded by forestland. A prior engineered site plan and septic design for a five-bedroom home were completed in in 2020, providing a useful starting point for your own planning. Close

  Steve Pener William Pitt Sotheby's Int'l

  22 Old Paddock Ln, South Kent, CT 06785
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  /39

  $529,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  301 Grove St, New Milford, CT 06776

  Tucked away on 2.37 private acres in southern New Milford, this beautifully updated Cape offers peaceful water views, exceptional privacy, and a tranquil natural setting surrounded by woods, stone walls, and mature landscaping. Set well back from the road, the property features a spacious level backyard perfect for relaxing, entertaining, or enjoying the serene surroundings. Inside, the main

  Bill Jacquemin Candlewood Realty

  301 Grove St, New Milford, CT 06776
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  /6

  $509,000

  $126K PRICE DROP

  • Land
  • 35.46 Acres
  • $14,353 per Acre

  0 Swaller Hill Rd Unit 24117863, Sharon, CT 06796

  LOTS 1, 3 & 4 - 62.18 ACRES - $859,000 The Legacy Property A rare opportunity to own more than 62 acres across three approved building lots. Offering mountain views, cleared homesites, established utility easements, and significant development work already completed, this property presents endless possibilities for a private family compound, luxury estate, conservation-minded retreat, or future

  David Bain Bain Real Estate

  0 Swaller Hill Rd Unit 24117863, Sharon, CT 06796
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  /5

  $135,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  16 Belair Dr Unit 16, New Milford, CT 06776

  Upper level one bedroom condo in Belair Complex. Pets welcome, laundry on site. This unit needs sprucing up...carpet is old, walls could use fresh coat of paint. Sold as-is... subject to final probate approval

  George Mclean William Raveis Real Estate

  16 Belair Dr Unit 16, New Milford, CT 06776
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  /37

  $1,850,000

  • 9 Beds
  • 5.5 Baths
  • 7,000 Sq Ft

  431 W Wakefield Blvd, Winsted, CT 06098

  Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your

  Lisa Ogren Berkshire Hathaway NE Prop.

  431 W Wakefield Blvd, Winsted, CT 06098
• 

  

  /17

  $389,900

  Open Sun 11AM - 1PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  132 E Lake St, Winsted, CT 06098

  Welcome to East Lake Street at Highland Lake, where privacy, comfort, and lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for

  Bryan Palladino Showcase Realty, Inc.

  132 E Lake St, Winsted, CT 06098
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  /10

  $95,000

  • Land
  • 1.5 Acres
  • $63,333 per Acre

  400 Northfield Rd, Thomaston, CT 06787

  Bring your vision to life on this 1.5-acre parcel with an existing barn and approximately 685 feet of frontage on Route 254 in Thomaston. Previously used for horses, this property offers endless potential to build your dream home with room to spread out. Looking for additional space? This lot may be combined with the neighboring 1.33-acre parcel available at 261 Litchfield St. Consult with the

  Katie Breitkreutz Dave Jones Realty, LLC

  400 Northfield Rd, Thomaston, CT 06787
• 

  

  /40

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 2,587 Sq Ft

  43 Millbrook Ln, Harwinton, CT 06791

  ***We have received multiple offers on 43 Millbrook Lane, Harwinton CT. All offers and highest and best are due Monday, August 3rd at 12:00 PM noon.***This is not the same house. Completely reimagined since 2022, this 3-bedroom Colonial on 8.40 private acres at the end of a Harwinton cul-de-sac has been transformed. The kitchen stops you cold - navy and white two-tone cabinetry, quartz counters,

  Geena Becker William Raveis Real Estate

  43 Millbrook Ln, Harwinton, CT 06791
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  /21

  $374,999

  Open Sun 11AM - 12:30PM $24K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,284 Sq Ft

  2466 Torringford West St, Torrington, CT 06790

  Seller is motivated, bring your offers! Welcome to 2466 Torringford West Street! 3-bedroom, 1.5-bath home offers comfortable living in one of Torrington's most desirable locations. Recent updates include a brand-new roof, fresh interior paint, and new landscaping, providing both peace of mind and great curb appeal. The home features bright living spaces, a functional layout, and a full basement

  Courtney Yurgalevicz Litchfield County Real Estate

  2466 Torringford West St, Torrington, CT 06790
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  /36

  $1,095,000

  Open Sun 1PM - 3PM $155K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 5,710 Sq Ft

  5 Lyric Ln, New Milford, CT 06776

  Don't miss this newly listed one of a kind home nestled on 8.44 private acres with views so outstanding they could take your breath away. This 5700 plus sq. ft. home w/6 generous sized Brs, 5.5 baths is only the start. Its primary Br. 25X18 w/Fp, Lg. tiled bath w/jacuzzi & those mountain top views again then to a spacious walk/in closet. There are an additional 4 more bedrooms all with oak floors

  Michael Collins Coldwell Banker Realty

  5 Lyric Ln, New Milford, CT 06776
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  /37

  $3,950,000

  $249K PRICE DROP

  • 8 Beds
  • 9.5 Baths
  • 10,516 Sq Ft

  184 Fern Ave, Litchfield, CT 06759

  Come see this remarkably private property a stone's throw from the center of Litchfield. This stately home was built in 1992 and boasts over 10,000 s/f of finished space. The grounds are professionally landscaped and have a beautiful patio, pool and greenhouse. There are 8 bedrooms and 13 bathrooms along with a powder room . The sunny , modern, large eat-in kitchen open onto a patio, which then

  Florence DeDampierre W. Raveis Lifestyles Realty

  184 Fern Ave, Litchfield, CT 06759
• 

  

  /6

  $395,000

  • Land
  • 2.53 Acres
  • $156,126 per Acre

  133 Painter Hill Rd, Woodbury, CT 06798

  Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic

  Judith Auchincloss Klemm Real Estate Inc

  133 Painter Hill Rd, Woodbury, CT 06798
• 

  

  /30

  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,777 Sq Ft

  33 Stone Fences Ln, South Kent, CT 06785

  A welcoming front porch is the perfect 'rocking chair' spot...to take a breath of fresh air and gaze out over the serene, protected pasture stretching across the road. With freshly painted spaces, this classic farmhouse seamlessly blends New England charm with modern comfort, offering incredible value in the heart of Kent. Inside, newly refinished hardwood floors gleam under natural light,

  Alan O'Doherty William Pitt Sotheby's Int'l

  33 Stone Fences Ln, South Kent, CT 06785
• 

  

  /28

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,784 Sq Ft

  163 Dublin Rd, Falls Village, CT 06031

  Set on a quiet road in Falls Village, Connecticut, this enchanting 1790s Irish-inspired farmhouse offers magnificent western views to Falls Mountain and beyond. Recently renovated by a nationally recognized decorating editor and landscaped by an acclaimed garden designer, this timeless Litchfield County property seamlessly blends historic character with sophisticated modern touches. The

  Thomas Callahan Elyse Harney Real Estate

  163 Dublin Rd, Falls Village, CT 06031
• 

  

  /40

  $874,900

  $75K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,865 Sq Ft

  8 Curtiss Meadows, Woodbury, CT 06798

  Beautiful Colonial set on a private 3+ acre lot in sought-after Curtiss Meadows, ideally located on the southern end of Woodbury abutting the Southbury line. Set back from the cul-de-sac entryway, this well-cared-for home offers a wonderful blend of privacy, comfort, convenience, and thoughtful updates. The level, light-filled driveway provides easy access, while the peaceful setting creates a

  Joyce Drakeley Drakeley Real Estate, Inc.

  8 Curtiss Meadows, Woodbury, CT 06798
• 

  

  /34

  $329,000

  $20K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,836 Sq Ft

  23 Cathryn St, New Milford, CT 06776

  Welcome to this spacious 4-bedroom, 1.5-bath home offering a functional layout and plenty of desirable features. The open-concept kitchen is designed for both everyday living and entertaining, featuring a center island, double sink, abundant cabinet storage, and classic wood cabinetry. The home's wood flooring adds warmth and character throughout much of the living space. The full bathroom

  Thomas Mele Social & Co Realty

  23 Cathryn St, New Milford, CT 06776

Showing Results 641 - 680, Page 17 of 18